A character named Daddy WAR BUCKS? And you're surprised Annie was a conservative?

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Yeah I guess you're right (ha! get it? right? I'll be here all week!). I just never gave it much thought. Or, you know, read the comic strip. I only had room for one strip about a precocious girl and Nancy was it.

Since all I know about Annie is from the show - I'd also suggest it was pro-life, giving parents the idea that all they need to do is have their kid and leave on some orphanage's doorstep and he or she too will be adopted by a gazillionaire.
She also advocates betting your last dollar that the sun will come up tomorrow. Sounds like "The Secret" to me.

Harold Gray was grotesquely hard-right. Strip always got tremendous
play (especially on the Sunday pages) of ChiTrib, a wild-eyed hard-right
paper during Annie's heydey. Daddy (it's not illegal if I do it) Warbucks, baby.